05/26/2026
There's a number every seller has been thinking about—the sale price. What most haven't modeled with any precision is what they'll actually keep, year by year, after federal capital gains, the 3.8% Net Investment Income Tax, and state tax.
A multi-year tax and cash flow model changes that. It maps the transaction year and the four to five years that follow, surfacing the questions that matter: estimated payment timing, installment sale tradeoffs, purchase price allocation, estate gifting windows that narrow as closing approaches, and the post-liquidity Roth conversion window that often opens once ordinary income normalizes.
The most impactful planning typically starts three or more years before a transaction, but meaningful work is available at every stage—including after closing. The integration across CPA, financial advisor, and estate counsel is where planning value tends to get left behind. That's the gap a well-built model is designed to close.